Identification of a Tadalafil Analogue Adulterated in a Dietary Supplement

A dietary supplement which was claimed on the treatment of male erectile dysfunction was firstly screened by TLC, and two suspected spots showed on the TLC plate under the detection of UV 254 nm. One of the spot (1) was determined as tadalafil by direct comparison of its TLC, UV, and LC/MS/MS data with the reference standard of tadalafil. The other suspected spot was identified by extraction, separation and purification from the sample to get a yellowish powder (compound 2). The structure of compound 2 with an amino group instead of the N2-methyl group in the piperazinedione ring of tadalafil was determined to be (6R,12aR)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-pyrazino [1',2':1,6] pyrido [3,4-b]indole-1,4-dione by NMR, circular dichroism, and mass spectroscopy and compound 2 was named as aminotadalafil which was first detected in our laboratory. These two compounds were illegally adulterated into the dietary supplement and compound 2 has been listed as a new item for the screening of aphrodisiac adulterants.

並列關鍵字

dietary supplements ； NMR ； LC/MS/MS ； tadalafil ； tadalafil analogue ； aminotadalafil

被引用紀錄

Chou, H. F. (2006). 使用區碼記憶之低密度同位元檢查碼編解碼器電路設計 [master's thesis, National Taiwan University]. Airiti Library. https://doi.org/10.6342/NTU.2006.01499

延伸閱讀

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賴思羽、方俊仁、林巧欣、蔡佳芬、高雅敏、王德原、陳惠芳（2018）。Determination of Triethyl Citrate in Foods in Capsule or Tablet form。食品藥物研究年報，(9)，90-95。https://www.airitilibrary.com/Article/Detail?DocID=22195718-201812-201901110010-201901110010-90-95
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周玉青、黃蕙君、張聰民（2009）。Evaluation and Study on the Antioxidant Characteristics of Scopoletin。弘光學報，(56)，157-169。https://doi.org/10.6615/HAR.200908.56.14
Lai, K. C., Liu, Y. C., Liao, Y. C., Lin, Y. L., Tsai, L. Y., Lin, J. H., & Lo, C. F. (2010). Isolation and Identification of Three Thio-sildenafil Analogues in Dietary Supplements. 藥物食品分析, 18(4), 269-278. https://www.airitilibrary.com/Article/Detail?DocID=10219498-201008-201012060131-201012060131-269-278

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Identification of a Tadalafil Analogue Adulterated in a Dietary Supplement

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